Orlando to Chicago (SFB–MDW) — Airlines, Schedules & Connections

SFB Airport Page →
airlines 0/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 98 1-stop flights
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Orlando to Chicago
Connecting service available through multiple hubs.
-1h behind 98 1-stop hubs

While no nonstop service exists between SFB and MDW, connecting options are available through 98 hubs.

Also explore SFB Routes MDW Routes SFB Live Flights MDW Live Flights SFB Delays MDW Delays
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for SFB to MDW.
1-STOP
One-Stop Connections
98
Hubs
~4h
Fastest
~28h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,023
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Alternatives

Other ways to reach Chicago from Orlando

Nearby airports with service to Chicago Midway International Airport.
Metric SFB→MDW MCO→MDW LAL→MDW
Distance from SFB – 24 mi 72 mi
Nonstop airlines 0 5 1
Weekly flights 0 53 –
Departure OTP 50% – –
Orlando (MCO) to Chicago flights · Lakeland (LAL) to Chicago flights · St Augustine (UST) to Chicago flights
Airports within 200 miles of SFB with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Orlando.
SFB: EDT · MDW: CDT

When it's 6:00 PM in Orlando, it's 5:00 PM in Chicago.
Facts

SFB–MDW Quick Facts

Key statistics for the Orlando to Chicago route.
Route details
Time difference-1 hour
Airlines (nonstop)0
1-stop connections98 hubs
Origin: SFB
Full nameOrlando Sanford International Airport
IATA / ICAOSFB / KSFB
TimezoneAmerica/New_York
Passengers/yr2.8M
Elevation55 ft / 17 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about SFB to MDW flights.
Yes, 1-stop connections are available through ROC, CEU, CHA, TLH, LEX, PIE, SAV, CRG, LAL, FWA, VRB, TOL, OCF, LEE, DAY, LCK, DPA, ILM, HSV, RDU, APF, FTW, USA, SRQ, VNC, GSP, LIT, IAD, ECP, PBI, FNT, CAK, PGD, TVC, SUA, SGF, ATW, SSI, CID, OPF, FLL, XNA, MCI, PHL, BWI, PNE, EVV, FRG, STP, ABE, HPN, EYW, MIA, BED, MHH, ACY, SYR, FXE, BCT, PDK, GPT, RSW, MCN, SWF, DAL, FSD, BDL, PVD, CHS, DFW, FAR, BOS, HDN, SCF, SXM, PSP, SJC, OMA, SFO, CVG, DSM, ALB, TUL, IND, BNA, MEM, TYS, LAS, GRR, AUS, SDF, OKC, PIT, AVL, ICT, SBN, PUJ and JWN. These options provide additional schedule flexibility.
Chicago is 1 hour behind Orlando.
Yes, return flights from MDW to SFB are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include MCO, LAL and UST. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Connecting Options and Alternatives

98 one-stop connections are available, with the fastest taking approximately 4 hours via ROC. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Orlando (MCO), Lakeland (LAL) and St Augustine (UST).